SML1476

Thiocolchicoside

≥98% (HPLC)

• Synonym(s): (S)-N-[3-(β-D-glucopyranosyloxy)-1,2-dimethoxy-10(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo [a] heptalen-7-yl] acetamide, 2-Demethoxy-2-glucosidoxythiocolchicine
• Empirical Formula (Hill Notation): C₂₇H₃₃NO₁₀S
• CAS Number: 602-41-5
• Molecular Weight: 563.62
• EC Number: 210-017-7
• MDL number: MFCD07995056
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825907
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -510 to -610°, c = 0.5 in H₂O
• color: light yellow to dark yellow
• solubility: H₂O: 10 mg/mL, clear
• storage temp.: −20°C
• SMILES string: O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=CC(CC[C@H](NC(C)=O)C(C3=CC=C4SC)=CC4=O)=C3C(OC)=C2OC)[C@@H]1O
• InChI: 1S/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19+,22+,23-,24+,27+/m0/s1
• InChI key: LEQAKWQJCITZNK-AXHKHJLKSA-N

Description

Biochem/physiol Actions

Thiocolchicoside acts as a muscle relaxant. In experimental animals, thiocolchicoside results in malfunctions (teratogenic) and impairs chromosomes. It is advised to be used as an analgesic for patients with muscle pain, starting with paracetamol. Thiocolchicoside can be used in irrigation solution at the time of endoscopic treatment of ureteral calculus to reduce the movement of stones.

Thiocolchicoside is a potent competitive γ-aminobutyric acid type A (GABAA) receptor antagonist and glycine receptor agonist with muscle relaxant, anti-inflammatory, and analgesic activity. Thiocolchicoside has also been found to suppress nuclear factor kappa B ligand (RANKL) activation of NF-KB resulting in suppression of osteoclastogenesis.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H341,H361fd,H372
• pcodes: P201 - P301 + P310 + P330
• Hazard Classifications: Acute Tox. 3 Oral - Muta. 2 - Repr. 2 - STOT RE 1
• target_organs: Gastro-intestinal system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable